Trifluoroacetic acid → 4-Fluoro-2-oxo-1-(4-piperidinyl)-2,3-dihydro-1H-imidazo[4,5-b]pyridine
Reaktionsgleichung
F[C:2]1[CH:3]=[C:4]2[N:10]([CH:11]3[CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][CH2:12]3)[C:9](=[O:24])[NH:8][C:5]2=[N:6][CH:7]=1.[F:25]C(F)(F)C(O)=O>ClCCl>[F:25][N:6]1[CH:7]=[CH:2][CH:3]=[C:4]2[N:10]([CH:11]3[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]3)[C:9](=[O:24])[NH:8][CH:5]12Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
tert-Butyl 4-(6-fluoro-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxylate (340 mg, 1.01 mmol) was dissolved in dichloromethane (5 mL) and trifluoroacetic acid (5 mL) was added. After 2 h, the reaction was concentrated, diluted with dichlormethane (5 mL) and a solution of 1N hydrochloric acid in 1,4-dioxane (2 mL) was added at room temperature. Concentration afforded the title compound (302 mg). MS 237.2 (M+1) 1H NMR (500 MHz, CDODl3) δ 7.92 (br s, 1H), 7.70 (dd, 1H), 4.60 (m, 1H), 3.60 (s, 2H), 3.25 (dd, 2H), 2.70 (m, 2H), 2.10 (d, 2H).